Abstract
Recent studies by Stoltz, Grubbs et al. have shown that triethylsilane and potassium tert-butoxide react to form a highly attractive and versatile system that shows (reversible) silylation of arenes and heteroarenes as well as reductive cleavage of C-O bonds in aryl ethers and C-S bonds in aryl thioethers. Their extensive mechanistic studies indicate a complex network of reactions with a number of possible intermediates and mechanisms, but their reactions likely feature silyl radicals undergoing addition reactions and SH2 reactions. This paper focuses on the same system, but through computational and experimental studies, reports complementary facets of its chemistry based on (a) single electron transfer (SET), and (b) hydride delivery reactions to arenes.
Original language | English |
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Pages (from-to) | 13747–13751 |
Number of pages | 5 |
Journal | Angewandte Chemie International Edition |
Volume | 56 |
Issue number | 44 |
Early online date | 11 Sept 2017 |
DOIs | |
Publication status | Published - 23 Oct 2017 |
Keywords
- electron-transfer reactions
- hydride-transfer pathways
- single-electron transfer
- hydride delivery reactions
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Dive into the research topics of 'Electron transfer and hydride transfer pathways in the Stoltz-Grubbs reducing system (KOtBu-Et3SiH)'. Together they form a unique fingerprint.Profiles
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Electron Transfer and Hydride Transfer Pathways in the Stoltz-Grubbs Reducing System (KOtBu-Et3SiH) - Compounds 54 - 59
Rohrbach, S. (Creator), University of Strathclyde, 12 Sept 2017
DOI: 10.15129/554c14c0-b996-4345-b9a0-e8ea1ef78dc0
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Data for: "Electron Transfer and Hydride Transfer Pathways in the Stoltz-Grubbs Reducing System (KOtBu-Et3SiH)"
Young, A. (Creator), University of Strathclyde, 12 Sept 2017
DOI: 10.15129/fece83f2-ac55-4020-a865-a57aee7d1368
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Electron Transfer and Hydride Transfer Pathways in the Stoltz-Grubbs Reducing System Data for Compounds 15-50
Smith, A. (Creator), University of Strathclyde, 12 Sept 2017
DOI: 10.15129/fa911a99-4c39-440c-8834-096263b63695
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